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Current Topics in Medicinal Chemistry
ISSN (Print): 1568-0266
ISSN (Online): 1873-5294
VOLUME: 14
ISSUE: 10
DOI: 10.2174/1568026614666140423105730      Price:  $58









Chiral Thiazoline and Thiazole Building Blocks for the Synthesis of Peptide- Derived Natural Products

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Author(s): Xavier Just-Baringo, Fernando Albericio and Mercedes Alvarez
Pages 1244-1256 (13)
Abstract:
Thiazoline and thiazole heterocycles are privileged motifs found in numerous peptide-derived natural products of biological interest. During the last decades, the synthesis of optically pure building blocks has been addressed by numerous groups, which have developed a plethora of strategies to that end. Efficient and reliable methodologies that are compatible with the intricate and capricious architectures of natural products are a must to further develop their science. Structure confirmation, structure-activity relationship studies and industrial production are fields of paramount importance that require these robust methodologies in order to successfully bring natural products into the clinic. Today’s chemist toolbox is assorted with many powerful methods for chiral thiazoline and thiazole synthesis. Ranging from biomimetic approaches to stereoselective alkylations, one is likely to find a suitable method for their needs.
Graphical Abstract:
Keywords:
Antibiotics, chiral building blocks, peptides, thiazoles, thiazolines, thiopeptides.
Affiliation:
Institute for Research in Biomedicine, Barcelona Science Park-University of Barcelona, Baldiri Reixac 10, 08028 Barcelona, Spain.